House vacation rentals in Stratton

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Popular amenities for Stratton house rentals

House rentals with a hot tub

Top guest favorite
A modern cabin is situated among snow-covered trees, showcasing large windows that reflect the evening sky. The triangular roofline and dark exterior contrast with the white snow, while a cozy glow emanates from within.
Home in Peru
5 out of 5 average rating, 11 reviews

Highland Haus: stunning ski getaway with hot tub

AbigailRating, 5 stars2 weeks ago
The home and location are great, but the hosts are what make this place. They go above and beyond to make your stay special.
Guest favorite
A charming two-story cabin features natural wood siding and a welcoming front porch. Lush green landscaping surrounds the home, and tall trees provide shade. A stone pathway leads from the driveway to the entrance, enhancing the connection to the serene outdoor environment.
Home in Sunderland
4.96 out of 5 average rating, 250 reviews

MOUNTAIN NEST, views, Manchester, hot tub,

NancyRating, 5 stars1 week ago
Fantastic property and great host. We loved our stay at this property, especially the view from the hot tub on the deck!
Top guest favorite
An open-concept kitchen features a central island with bar seating for two, surrounded by wooden cabinetry and ample natural light from large windows. A dining area with a table for six is visible, complemented by wooden chairs and a cozy living space in the background, showcasing a comfortable setting.
Home in Newfane
4.98 out of 5 average rating, 136 reviews

Peaceful cabin close to skiing & Brattleboro

MarinaRating, 5 stars2 months ago
This house is incredibly comfortable and well equipped. The location is lovely and private. We came for relaxation and with the fire pit and the hot tub we got our money's worth. My friends who are great cooks enjoyed the gas stove and some very well seasoned cast iron pans. Come here and enjoy the natural light and comfy space.
Top guest favorite
A spacious kitchen area is showcased, featuring a kitchen island with a sink. The open layout reveals a cozy great room with a stone fireplace, wooden accents, and ample seating. Large windows bring in natural light, enhancing the inviting atmosphere throughout the space.
Home in Dover
4.83 out of 5 average rating, 109 reviews

The Upper Handle Road House

HaleyRating, 5 stars3 months ago
Pats place is the best!! Beautiful views, walking distance to mountain and perfect house inside and out. Definitely will be coming back and highly recommend this airbnb. We had a group of 13 and it was perfect for us. Pat is also so responsive and so friendly! Thank you again for an amazing weekend at your home!
Superhost
A hot tub is positioned on a wooden deck in the backyard, surrounded by trees and soft lighting from overhead string lights. A grassy area is present nearby, along with a picnic table and stone features, providing a serene outdoor space.
Home in Wardsboro
4.92 out of 5 average rating, 36 reviews

The Perch

TarynRating, 5 stars2 weeks ago
amazing stay here!!! it was even better than our expectations! you can tell the space is well cared for and it feels like an actual home - cozy, warm, and very comfortable. thank you!!!
Guest favorite
A inviting outdoor space features two blue Adirondack chairs paired with a fire pit, where flames reflect off colored glass. A hot tub is visible nearby, surrounded by greenery, enhancing the tranquil ambiance of the area.
Home in Wilmington
4.96 out of 5 average rating, 116 reviews

Family Downtwn Retreat Wilmington-HotTub Firepit

AmyRating, 5 stars4 weeks ago
We had a wonderful trip down to Wilmington for a college graduation. The area is beautiful and very close to amazing restaurants and shops. The house has plenty of space but still has a cozy feeling. Very well set up for family entertainment.
Superhost
A charming treehouse sits elevated on wooden stilts, surrounded by lush greenery. Soft lighting decorates the deck area, creating a warm environment. A gravel path leads to the entrance, while the tranquil pond reflects the evening sky in the background.
Home in South Londonderry
4.86 out of 5 average rating, 155 reviews

Lovers Honey Pond Treehouse with hot tub & sauna

HannahRating, 5 stars3 weeks ago
The Pondhouse was just what I needed for some time away. There is beauty all around both in the natural surroundings and in the intricate design and care of the cabin’s construction. It was a refreshing and restorative stay. Ben and his family are wonderful hosts. I would gladly stay at any of their properties again.
Top guest favorite
A private spa area features a jacuzzi surrounded by warm wood paneling and soft lighting. Steps lead down to the jacuzzi, enhancing accessibility. The space is designed for relaxation, conveying a serene ambiance with its clean lines and natural materials.
Home in Dover
4.98 out of 5 average rating, 143 reviews

Outdoor Paradise - Private Jacuzzi & Sauna

RomanRating, 5 stars1 month ago
Tom was a great host and very responsive to any questions and requests, even during our stay.

House rentals with a pool

Guest favorite
The farmhouse features a classic two-story white exterior with green shutters and multiple windows. Snow covers the ground in front, while the entrance is highlighted by a center door flanked by sidelights. A gentle landscape with shrubs is visible on either side.
Home in Salem
4.98 out of 5 average rating, 191 reviews

Magical Farm Getaway - a must visit!

StephanieRating, 5 stars3 months ago
A fun winter break/birthday getaway! Sarah’s house had plenty of bedrooms for all guests. The game room, pool table, and wood stove/fireplace were great to have on these cold February days. Everyone enjoyed the sunroom and large dining table. The hot tub and outdoor sleds were used as well. The history of the house and beautiful views from the property were an interest to all. I bet this house is a lovely spot in the summer as well!
Guest favorite
Home in Colrain
4.9 out of 5 average rating, 129 reviews

The 1770 House

CatherineRating, 5 stars2 weeks ago
Historic house on a beautiful property. Kitchen had all the equipment you could need along with top of the line stove and oven. Make cooking for a large group easy and enjoyable!
Superhost
The outdoor pool is surrounded by a chain-link fence and features a concrete deck. Sun lounges and chairs are positioned nearby, with a colorful beach towel draped over a lounge chair. Lush greenery frames the area, providing a serene setting.
Home in Wilmington
4.87 out of 5 average rating, 171 reviews

Adams Farm-"The Little Farmhouse"

Catherine (Lou)Rating, 5 stars3 months ago
We had an amazing stay! The house is lovely and very comfortable, perfect for going skiing at mount snow and cross country skiing and prospect mountain. We were really glad to have picked it. The house is spacious, we all had a lot of room to ourselves, and the kitchen had everything we needed. The farm is gorgeous. Great grocery stores nearby. Sharon was amazing - so helpful when a winter storm threatened to make it hard for us to drive home. She offered us extra time or even another night discounted, which was really generous. She also communicated with friends to help us determine if the road back to NYC had been cleared. We are so grateful for her help! We hope to return in warmer weather to enjoy the farm even more.
Top guest favorite
A spacious living room is illuminated by large windows overlooking the forest. A leather sofa and armchair are arranged around a patterned area rug. A coffee table and side table with modern lamps complete the cozy seating area. A wood-burning fireplace adds warmth to the setting.
Home in Killington
4.99 out of 5 average rating, 135 reviews

SugarBear- Pool, AC, Sauna, Gym, Tennis!

JennRating, 5 stars1 month ago
Dan & Holly are amazing hosts. They provided everything needed to make our week great. They left dining recommendations and all of the information we needed for the property. It was the perfect space for our family. The on-site amenities were great. The pool space was super clean and the staff was amazing. The property is well maintained and we had everything we needed to feel at home. We would definitely recommend this property to friends and family. Downtown Rutland was a short drive, and there was so much to see just minutes from the property. Dan & Holly are extremely responsive and truly think of everything. We had no questions and checking in and out was a breeze because they are so thorough. It was a wonderful experience from start to finish.
Guest favorite
A Colonial home is positioned on a green lawn, showcasing a charming brick façade and a classic porch. Large trees provide shade, while an American flag is displayed proudly by the door. Nearby, a design studio is visible, highlighting the spacious front yard.
Home in Keene
4.93 out of 5 average rating, 210 reviews

The Brick House on Washington Street

MariRating, 5 stars1 month ago
Beautiful, historic home in a lovely neighborhood close to downtown Keene. Charming and cozy inside and out. Comfortable beds and furniture. Wonderful artwork by Ruth throughout her home. Large bright kitchen with everything you’d need to stay. Enjoyed the architecture and restaurants in Keene. Highly recommend Ruth’s home to stay in this area!
Guest favorite
A fenced outdoor pool area is surrounded by lush greenery and tall trees. The pool is heated and saltwater, reflecting the sunlight. Adjacent to the pool, a small shaded structure provides additional space and amenities.
Home in Plainfield
4.89 out of 5 average rating, 139 reviews

Historic Home on 17 acres of land. Go escape!

BrandieRating, 5 stars3 months ago
Staying here is always a joy for the entire family! It has become an annual tradition that we all look forward to in winter. Thank you for being so accommodating with our schedule and a special thanks to Mitchell for going the extra mile to snow blow a waking path for me and the dogs to keep our daily routine of visiting the horses, after the last storm brought over 13” of snow. P.S. the new stove/oven is amazing!! 🤩
Guest favorite
A historic farmhouse with a two-story white exterior is surrounded by lush green grass and trees. A large wrap-around porch features rocking chairs, and a side deck has a dining area with umbrellas. The inviting facade is complemented by bright blue skies.
Home in Granville
4.94 out of 5 average rating, 105 reviews

Historic 1850’s Renovated Farmhouse w/ Pool!

KimberlyRating, 5 stars2 weeks ago
9 adults and 3 children all met up for a family weekend! We came from NY, NH and Maine! The house was perfect! Plenty of room to gather or separate! Even tho it was a chilly rainy weekend the kids managed to get in plenty of pool time! Tanya was very responsive and Melvin was the greatest! Our first morning he came right over to fix a slow drain. Highly recommend!! Kim and family
Guest favorite
The pool area is framed by lush greenery, featuring a large in-ground pool with a slide. A colorful inflatable float is seen in the water. A shaded patio table with chairs provides a space for relaxation, alongside a sun umbrella that casts shade over the area.
Home in Williamstown
4.89 out of 5 average rating, 218 reviews

Hollywood Bungalow in the Berkshires #C0191633410

JohnRating, 5 stars3 months ago
We had a great stay at the Hollywood Bungalow. House was described accurately and had so many thoughtful touches to make us feel welcome. Diana met us upon arrival and walked us around the property and the house. Such a great host! She had generously provided snacks, treats and gave a thorough overview for our stay. We were primarily focused on skiing at Jiminy Peak which was a short 20 minute drive. We also brought our 5 year-old rescue who had the best vacation of her life. She was able to use the fenced-in backyard to run around off leash and even meet a new friend when Jackson's dog visited. Diana even shoveled walking paths in the yard throughout our stay so we could get around in the high snow. The Screening Room is awesome and provided hours of entertainment. Quiet street and picturesque location. We will definitely return.

Weekly house rentals

Guest favorite
A stone fireplace serves as a focal point in the living area, featuring a sturdy wooden mantle. Flanking the fireplace, built-in shelves showcase decorative plants and curated items. A cozy sofa sits nearby, accompanied by a wooden coffee table atop a textured rug.
Home in Winhall
5 out of 5 average rating, 14 reviews

Entire Chalet in Winhall, Vermont

BrianRating, 5 stars3 months ago
We enjoyed the stay, the accommodations were perfect for our family, four adults and two young children. The home is very well organized and comfortable, with things to do for the kids. Recommended.
Top guest favorite
A charming home is nestled among trees on a peaceful lakefront. A large deck with a red umbrella overlooks the water, while a private dock extends into the lake. Various outdoor activities and relaxation areas are visible, enhancing the serene setting.
Home in Argyle
5 out of 5 average rating, 18 reviews

Lakefront gem

RebeccaRating, 5 stars4 weeks ago
Our stay at the lake was truly amazing! The house was impeccably clean and well-maintained, and the location was perfect for enjoying the lake. Lisa was incredibly responsive and helpful throughout our stay. Highly recommended!
Top guest favorite
A large hot tub is seen illuminated in blue light, positioned on a deck surrounded by a serene wooded area. String lights overhead create a gentle ambiance, with outdoor seating visible in the background, inviting relaxation in a peaceful setting.
Home in Wardsboro
5 out of 5 average rating, 15 reviews

Mountain house w/ large hot tub

PaulaRating, 5 stars2 months ago
We thoroughly enjoyed our stay at this beautiful home. It was equipped with everything we needed and more. The house was clean and spacious. Zach was very responsive via messages to our needs. We would definitely stay here again for our family ski trip to Stratton.
Top guest favorite
A bright and spacious living area is presented, featuring a comfortable gray sofa set against wooden flooring. A work-from-home station is positioned by large windows overlooking the outdoors. Natural light floods the room, complemented by ceiling fans and light-colored walls.
Home in Stratton
5 out of 5 average rating, 15 reviews

Beautiful 3-4 BR, 2 Ba, Sleeps 9

CathyRating, 5 stars3 months ago
Patrick’s place was all we needed for out family skiing weekend. Once coming from the mountain we were able to relax, play pool, listen to music, just relax. The house is so beautiful, we felt pretty much at home. Patrick took care of every detail to make it the perfect place to stay when in the area, easy to drive to Stratton Mountain. I will stay here again for sure.
Guest favorite
An outdoor fire pit area is surrounded by four Adirondack chairs, positioned on a gravel surface. The setup is bordered by trees, creating a serene environment. Soft lighting can be seen hanging overhead, enhancing the setting for gatherings around the fire.
Home in Wardsboro
4.91 out of 5 average rating, 43 reviews

Cozy Vermont home near Mount Snow & Stratton

KeithRating, 5 stars3 months ago
Nicole and Peter have an amazing home and are truly great hosts. The house is so much more than the listing says. Everything you may need is there for you. We spent four nights here for a ski trip and it was perfect. Location was central to Mt Snow, Stratton and Bromley. The instructions were clear and responses were immediate. This is a location we will definitely come back to.
Top guest favorite
A sunlit view captures rolling hills and vibrant greenery under a partially cloudy sky. Rays of sunlight illuminate the landscape, highlighting areas of open fields and scattered trees, creating a serene natural setting.
Home in Jamaica
5 out of 5 average rating, 9 reviews

Raven Wood Cottage

LeeannRating, 5 stars2 months ago
we had such a nice stay at the cabin and had everything we needed for our time away. Robert was quick to respond to questions and the house was really clean and comfortable. We loved the little touches too - the record player, local art, etc. and it was the best nights sleep I've had in months. one of my favorite air BNB experiences to date.
Top guest favorite
The outdoor space reveals a breathtaking view of vibrant autumn foliage and a sunset illuminating the sky. A wooden deck extends into nature, while a stone patio is visible, accompanied by a fire pit, inviting relaxation amidst the scenic landscape.
Home in Winhall
5 out of 5 average rating, 20 reviews

Secluded Mountain Retreat: Skiing, Firepit, Sauna

BenjaminRating, 5 stars1 day ago
Can’t beat the location. Nice and close to Stratton Mountain. Back deck views were a 10. House was spotless. Plenty of room for the 9 of us. Dongmei was super responsive to any questions we had. The perfect 5 star rating for this house is accurate. Book it!
Top guest favorite
A bright living room features large, angled windows allowing natural light to filter through. Comfortable sofas are arranged around a colorful area rug, complemented by wooden accents and a modern television. A dining area is visible in the background, providing a cozy space for gatherings.
Home in Stratton
4.97 out of 5 average rating, 35 reviews

5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton

JohnRating, 5 stars3 weeks ago
Jeff was a delightful host and his property was perfect for a weekend getaway. The place was spotless. We loved spending time in the barn and playing the retro arcade games. Thanks for a great weekend, Jeff!

Quick stats about house rentals in Stratton

  • Total rentals

    50 properties

  • Nightly prices starting at

    G$27,276 GYD before taxes and fees

  • Total number of reviews

    1.1K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Windham County
  5. Stratton
  6. House rentals